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Hawaii to Chicago Flight Information

Flights Arrive in Chicago
Flights Depart from Hawaii
Flight Price $474
Airlines Delta, Alaska Airlines, United Airlines

Book cheap flights from Hawaii to Chicago (round-trip)

Airports
Origin
Kahului
$550
only
$550
Hilo
$1007
only
$1007
Honolulu
$474
only
$474
Lihue
$575
only
$575
Kailua-Kona
$587
only
$587
Destination
Chicago
$474
only
$474
$549
only
$549
Wed, May 8
HNL
Honolulu
ORD
Chicago O'Hare Intl
30h 02m
Wed, May 15
ORD
Chicago O'Hare Intl
HNL
Honolulu
37h 14m
Trip: 8 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Apr 17
HNL
Honolulu
ORD
Chicago O'Hare Intl
14h 33m
Tue, Apr 23
ORD
Chicago O'Hare Intl
HNL
Honolulu
22h 10m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

DEN
ATL
Good 7.0

Pros: Nothing spectacular.

Cons: The headrests won’t stay up. And it’s hot.

BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

MSP
ATL
Excellent 8.0

Pros: Attendant was friendly and efficient.

Cons: No beverages or snacks.

Wed, Apr 24
LIH
Lihue
ORD
Chicago O'Hare Intl
20h 55m
Sat, Apr 27
ORD
Chicago O'Hare Intl
LIH
Lihue
16h 51m
Trip: 4 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 26,213 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
BWI
SAN
Excellent 10.0

Pros: The crew was very attentive, breakfast was wonderful, and the seats were very comfortable!

Cons: I have no complaints!

LIH
SEA
Okay 4.3

Cons: Politely asked boarding agent Michelle if my wife could be put in the isle because she's pregnant and needs to get up a lot. She rudely told me to sit down and she would call me up when she was ready. She serviced everybody else first, made us wait until last, and gave us two window seats instead.

JFK
LAX
Excellent 8.0

Pros: I liked the free biscuits, the free drinks, the leg room, the overhead room, and the three bathrooms.

Cons: I would have liked free WiFi.

PDX
SFO
Okay 4.6

Pros: Flight was ok.

Cons: They took away our seats and then gave us new ones but we were separated. My son is 2 and I was t able to sit with him and my wife.

SJD
SJC
Excellent 10.0

Pros: Checking a bag took only 5 min start to finish including the line and picking it up took only 22 min from wheels down.

Sun, Aug 18
OGG
Kahului
ORD
Chicago O'Hare Intl
7h 53m
Sat, Aug 31
ORD
Chicago O'Hare Intl
OGG
Kahului
9h 00m
Trip: 14 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 4 reviews
Overall
7.3
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.5
STI
EWR
Good 6.4

Pros: The crew, and boarding process was good.

Cons: The snacks are really bad.

OGG
ORD
Excellent 9.0

Pros: Amazing crew

Cons: Poor food

IAH
DCA
Excellent 8.0

Cons: There was a very strong smell of urine in the back of the plane. Unfortunately, I was in the last row (38F). They (IAH) should offer TSA precheck after customs in the "connecting flights" area.

SEA
IAH
Okay 5.6

Cons: The fact that United forces basic economy customers to check carry-on luggage is nothing but a cash grab. Some of the overhead compartments were completely empty yet they force you to pay ?30/ bag. They also gouge you an extra $25 per bag if you bring your carry on to the gate.

SFO
PSP
Excellent 9.3

Pros: On time, rare for a full flight.

Cons: A little quicker on the baggage upon arrival would have been nice.

Wed, May 1
HNL
Honolulu
ORD
Chicago O'Hare Intl
16h 24m
Tue, May 7
ORD
Chicago O'Hare Intl
HNL
Honolulu
22h 15m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

BIL
MSP
Excellent 9.6

Pros: The crew was helpful and seemed genuinely nice. The seats felt a little narrow

LAX
SYD
Good 7.6

Pros: The staff was friendly and helpful

Cons: Outlets to charge my electronic devices for the long flight

LAX
SAN
Good 6.0

Pros: Crew was nice, despite multiple hoardings and time delays.

Cons: Plane was originally set to leave at 11:30 am, but was delayed until 3:00 pm for equipment. We boarded the plane at 3:00, the door was closed, and 30 minutes of waiting at the gate, where told to deplane, and the flight would leave at 5:06. There was another flight to San Diego, also delayed for hou

MCO
IND
Good 7.6

Pros: The flight timings and the arrival time

Tue, Apr 2
OGG
Kahului
ORD
Chicago O'Hare Intl
20h 00m
Tue, Apr 9
ORD
Chicago O'Hare Intl
OGG
Kahului
16h 25m
Trip: 8 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 26,213 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
LAX
SEA
Good 7.3

Cons: No other airline I flew to Germany with every charged extra for movies. That was really disappointing. We also didn't get our luggage until two days later (which happens, and I completely understand). But what I absolutely didn't understand was that nobody could ever tell me when we would get it.

SFO
SAN
Excellent 9.0

Cons: Extra leg space

LAX
SEA
Okay 4.4

Pros: Finally getting home.

Cons: Was transferred to American eagle.

LIH
PDX
Excellent 10.0

Pros: Great crew

Cons: No movie ability unless you rent the device

SJC
PDX
Mediocre 3.5

Pros: there was nothing to like. A few hours before the early morning flight Alaska cancelled the flight and rebooked us fir a flight 12 hours later. Their phone is off during the night and we had to go to the airport in the middle of the night to get a flight that would get us to our cruise on time. A

Cons: use something other than Alaska and it will be better

Wed, Apr 17
HNL
Honolulu
MDW
Chicago Midway
15h 09m
Tue, Apr 23
MDW
Chicago Midway
HNL
Honolulu
17h 06m
Trip: 7 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
LGA
SRQ
Excellent 8.0

Pros: Didn’t like security. They were rude

Cons: Security

SLC
SFO
Okay 5.6

Pros: Nice new seats

Cons: Was too warm inside the plane. Boarding address was mobbed and not very well managed

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

DEN
SEA
Good 7.0

Pros: On time flight, bag made it, great price, can’t complain.

Cons: Seat pretty tight for an average size adult man. No inflight phone charger.

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

Sun, May 12
OGG
Kahului
ORD
Chicago O'Hare Intl
20h 55m
Tue, May 21
ORD
Chicago O'Hare Intl
OGG
Kahului
22h 15m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
DUB
JFK
Excellent 8.0

Cons: The seats are not very comfortable for such a long flight

SJD
ATL
Excellent 8.3

Pros: The crew very nice and helpful

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

LAX
SYD
Good 7.6

Pros: The staff was friendly and helpful

Cons: Outlets to charge my electronic devices for the long flight

JFK
DEN
Good 7.2

Pros: Boarding was easy.

Cons: I am 6' 1" tall and weigh 220, so not out of the ordinary and I felt like I was stuffed into a sardine can.

Mon, Apr 22
HNL
Honolulu
ORD
Chicago O'Hare Intl
10h 45m
Tue, Apr 30
ORD
Chicago O'Hare Intl
HNL
Honolulu
16h 06m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
MSY
Excellent 9.0

Cons: Snacks

LGA
MIA
Excellent 8.3

Pros: Crew was very attentive and friendly

Cons: Boarding could be better.

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

ATL
CRW
Excellent 9.0

Pros: The ctew was awesome, super sweet and very acomodating

Cons: Its a flight to WV (my birth place).... it is what it is... smll planes, tight quarters and people who don’t get any of that and are not happy anout any of it

RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

Sun, Jun 2
KOA
Kona Intl
ORD
Chicago O'Hare Intl
20h 30m
Mon, Jun 10
ORD
Chicago O'Hare Intl
KOA
Kona Intl
17h 02m
Trip: 9 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 26,213 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
IND
SEA
Excellent 10.0

Pros: The flight attendants smiled from the moment we stepped on the plane until we stepped off. The flight was over 4 hrs long so that says a lot!I would like to especially mention Paula who went out of her way to make me comfortable. Also we were in the exit row so of course we had tons of leg room.

SJC
SEA
Excellent 8.0

Cons: I didn’t get a seat assignment

MFR
SEA
Excellent 8.3

Cons: Alaska is good

SEA
SMF
Excellent 8.0

Pros: Great crew.

LAX
DCA
Excellent 9.5

Pros: Crew was excellent!

Fri, May 3
HNL
Honolulu
MDW
Chicago Midway
14h 35m
Wed, May 8
MDW
Chicago Midway
HNL
Honolulu
14h 38m
Trip: 6 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ORD
LGA
Excellent 10.0

Pros: Flight attendant in first class was amazing.

PBI
ATL
Excellent 10.0

Pros: Crew was great.

DTW
BWI
Excellent 8.0

Cons: If there could have been some sort of services to take travelers to their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

ATL
BOS
Good 6.6

Pros: Delta in flight entertainment is great.

Cons: Always delayed.

MEM
MSP
Good 7.3

Cons: I booked a business class ticket through klm, but it was a delta code share flight. Delta was unable to locate me in their system, and I had to contact klm myself to straighten it out.

Sun, Mar 24
HNL
Honolulu
ORD
Chicago O'Hare Intl
33h 45m
Thu, Mar 28
ORD
Chicago O'Hare Intl
HNL
Honolulu
19h 45m
Trip: 5 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 26,180 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
SFO
LAX
Excellent 8.4

Pros: Crew was wonderful. Service was excellent.

Cons: Very poor entertainment. The Virgin America planes had excellent entertainment as they had TV screens on the seats. You should consider bringing those back.

PDX
SFO
Okay 4.6

Pros: Flight was ok.

Cons: They took away our seats and then gave us new ones but we were separated. My son is 2 and I was t able to sit with him and my wife.

SEA
SNA
Excellent 10.0

Pros: Features was nice crew was great

OGG
SMF
Excellent 10.0

Pros: Arrival was early

Cons: More sandwiches selections

JFK
SEA
Good 7.6

Cons: We had 30 minutes of delay and For the distance I think the company could offer better meals. Otherwise was everything great! Congratulations for the crew! Very patient and gentle!

Wed, Jun 19
OGG
Kahului
ORD
Chicago O'Hare Intl
11h 17m
Thu, Jun 27
ORD
Chicago O'Hare Intl
OGG
Kahului
13h 29m
Trip: 9 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SJO
Excellent 10.0

Cons: Let was a typical flight. About all you can hope for is that it is on time. That makes it excellent.

LGA
MIA
Excellent 8.3

Pros: Crew was very attentive and friendly

Cons: Boarding could be better.

DTW
PVR
Excellent 10.0

Cons: It was perfect.

LAS
YYC
Mediocre 3.0

Pros: Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight.

LIM
ATL
Excellent 9.2

Pros: Delta did a great job getting our checked bags from an overseas arrival to this flight. Boarding smooth.

Cons: Seats are cramped in coach. Fact of life for all carriers.

Tue, May 21
ITO
Hilo Intl
ORD
Chicago O'Hare Intl
17h 21m
Sun, Jun 2
ORD
Chicago O'Hare Intl
ITO
Hilo Intl
15h 51m
$1007
Trip: 13 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Jul 22
OGG
Kahului
ORD
Chicago O'Hare Intl
11h 17m
Wed, Sep 11
ORD
Chicago O'Hare Intl
OGG
Kahului
13h 38m
Trip: 52 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
BRU
JFK
Mediocre 2.6

Cons: Healthier snacks instead of just candy and cookies... an apple for example would be great.

HNL
FUK
Good 7.3

Cons: Ran out of hot water on flight

BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

BRU
JFK
Excellent 8.0

Pros: great flight attendant

LAS
YYC
Mediocre 3.0

Pros: Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight.

Tue, Jul 30
OGG
Kahului
ORD
Chicago O'Hare Intl
11h 17m
Tue, Aug 6
ORD
Chicago O'Hare Intl
OGG
Kahului
13h 29m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ANC
SEA
Excellent 9.3

Pros: Good service

Cons: Video system locked up at my seat

SJU
JFK
Good 6.0

Cons: Was refused to use the 1st clas restrooms but 10 minutes layer the flight attendant allowed an older gentleman and a lady to use them. I was in 10A with my service dog

BDL
ATL
Excellent 8.0

Pros: I liked the wide variety of movies and snacks available.

Cons: The kid behind me wouldn't stop kicking my seat.

DUB
JFK
Excellent 8.0

Cons: The seats are not very comfortable for such a long flight

LGA
SRQ
Excellent 8.0

Pros: Didn’t like security. They were rude

Cons: Security

Sun, Mar 24
HNL
Honolulu
ORD
Chicago O'Hare Intl
33h 45m
Sat, Mar 30
ORD
Chicago O'Hare Intl
HNL
Honolulu
22h 55m
Trip: 7 days
8.3ExcellentShow reviews
Overall 8.3 Excellent
Based on 26,180 reviews
Overall
8.5
Boarding
8.6
Comfort
8.3
Crew
8.8
Entertainment
7.9
Food
7.9
SMF
SEA
Good 7.2

Cons: Bad coffee

SEA
BOI
Excellent 10.0

Pros: Cabin crew were average over worked with infants and the infirm.

Cons: More flight attendants on flights with high number of infants and the old/infirm.

LAX
PDX
Excellent 10.0

Pros: Crazy fast lines at check in. Great space in the plane. Super nice staff.

Cons: Keep it up!!! Great job!!

LIH
SEA
Okay 4.3

Cons: Politely asked boarding agent Michelle if my wife could be put in the isle because she's pregnant and needs to get up a lot. She rudely told me to sit down and she would call me up when she was ready. She serviced everybody else first, made us wait until last, and gave us two window seats instead.

SAN
HNL
Okay 4.6

Cons: The crew didn’t seem like they wanted to be there. The entire crew was standoffish. It seem like asking the anything was a huge ordeal they didn’t have time for but they’d do it bugredginly.

Thu, Jul 25
HNL
Honolulu
ORD
Chicago O'Hare Intl
14h 32m
Thu, Aug 8
ORD
Chicago O'Hare Intl
HNL
Honolulu
16h 20m
Trip: 15 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
ATL
SFO
Excellent 10.0

Pros: Yes

Cons: Took off late. Other than that very comfortable and great experience

ATL
CRW
Excellent 9.0

Pros: The ctew was awesome, super sweet and very acomodating

Cons: Its a flight to WV (my birth place).... it is what it is... smll planes, tight quarters and people who don’t get any of that and are not happy anout any of it

LAS
YYC
Mediocre 3.0

Pros: Seats were horrible, we all booked together and a bunch of my group got bumped to a different flight.

MCO
LGA
Excellent 9.6

Pros: Accurate arrival time

OAK
SLC
Excellent 10.0

Cons: Everything was excellent.

Wed, Jul 31
HNL
Honolulu
ORD
Chicago O'Hare Intl
14h 32m
Wed, Aug 7
ORD
Chicago O'Hare Intl
HNL
Honolulu
14h 35m
Trip: 8 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,593 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
JFK
MSY
Excellent 9.0

Cons: Snacks

LGA
MIA
Excellent 8.3

Pros: Crew was very attentive and friendly

Cons: Boarding could be better.

BGR
LGA
Okay 4.0

Cons: If it had left on time Waited 3 hours at the airport

ATL
TPA
Okay 4.0

Pros: Boarded on time.

Cons: After boarding the door was closed and the jet way was moved back. 5 minutes later they said they were going to bring the jet way back and open door to let more people on board. They broke 2 FAA regulations by doing this and we were delayed an hour because Deltas computer would not allow this.

DTW
BWI
Excellent 8.0

Cons: If there could have been some sort of services to take travelers to their connecting flight, for cases of really short time window of course, it’d be extremely helpful.

Tue, Jun 4
KOA
Kona Intl
ORD
Chicago O'Hare Intl
11h 59m
Thu, Jun 13
ORD
Chicago O'Hare Intl
KOA
Kona Intl
17h 52m
Trip: 10 days
7.9GoodShow reviews
Overall 7.9 Good
Based on 23,619 reviews
Overall
8.1
Boarding
8.1
Comfort
7.8
Crew
8.5
Entertainment
7.7
Food
7.5
TUS
ATL
Excellent 8.0

Cons: The “newbies” were excited and loud, the main attendant was very.long.winded.every.single.time.she.spoke.

RDU
LGA
Good 6.0

Cons: Too much delay - departure was planned on March 15 @ 7 pm and take off happened on March 16 @ 12pm - a complete failure!!!!

BTV
DTW
Excellent 9.3

Cons: The gate was changed but it was not updated to the app. Many of us were waiting in the wrong gate until 10 mins before departure.

SAN
LAS
Excellent 10.0

Pros: Great flight

CVG
ATL
Excellent 9.0

Pros: Crew was very professional. Seat uncomfortable. No entertainment. did get water or coffee.

Cons: Comfort

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